Synthesis and spectroscopic characterization of an alkoxysilane dye containing azo-benzothiazole chromophore for nonlinear optical applications

被引：36

作者：

Chen, Lujian ^{[1
]}

Cui, Yuanjing ^{[1
]}

Qian, Guodong ^{[1
]}

Wang, Minquan ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Mat Sci & Engn, State Key Lab Silicon Mat, Hangzhou 310027, Peoples R China

来源：

DYES AND PIGMENTS | 2007年 / 73卷 / 03期

基金：

中国国家自然科学基金;

关键词：

alkoxysilane dye; benzothiazole; nonlinear optical; chromophore; synthesis;

D O I：

10.1016/j.dyepig.2006.01.023

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

To form covalent linking between organic and inorganic hybrid materials for nonlinear optical (NLO) applications, an alkoxysilane dye (ICTES-EHNBT) which can be copolymerized via sol-gel process was synthesized from 3-isocyanatopropyl triethoxysilane (ICTES) and an NLO-active chromophore 2-[4'-(N-ethyl-N-2-hydroxyethyl)-amino-phenylazo]-6-nitrobenzothiazole (EHNBT) by a nucleophilic addition reaction. The azo-benzothiazole chromophore is formed by a donor-pi-acceptor system, based on a nitro group connected with benzothiazole as the acceptor and a hydroxyl-functional amino group as the donor. EHNBT and ICTES-EHNBT were characterized by elemental analysis, H-1 NMR, FTIR, UV-visible spectra, thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Comparing to C.I. Dispersed 1 (DR1), the replacement of benzene ring by a less aromatic heterocycle determines a significant bathochromic shift of the visible absorption band and an increase in molecular hyperpolarizability. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：338 / 343

页数：6

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